ID: ALA4213175

Max Phase: Preclinical

Molecular Formula: C16H16N4O3

Molecular Weight: 312.33

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1ccncc1NC(=O)c1ccnc(NC(=O)C2CC2)c1

Standard InChI:  InChI=1S/C16H16N4O3/c1-23-13-5-6-17-9-12(13)19-16(22)11-4-7-18-14(8-11)20-15(21)10-2-3-10/h4-10H,2-3H2,1H3,(H,19,22)(H,18,20,21)

Standard InChI Key:  NZMAVPMPPORZNT-UHFFFAOYSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 312.33

Molecular Weight (Monoisotopic): 312.1222

AlogP: 2.09

#Rotatable Bonds: 5

Polar Surface Area: 93.21

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 11.95

CX Basic pKa: 5.87

CX LogP: 1.08

CX LogD: 1.07

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.88

Np Likeness Score: -1.63

References

1. Dou X, Jiang L, Wang Y, Jin H, Liu Z, Zhang L..  (2018)  Discovery of new GSK-3β inhibitors through structure-based virtual screening.,  28  (2): [PMID:29208522] [10.1016/j.bmcl.2017.11.036]

2. Luo G, Chen L, Burton CR, Xiao H, Sivaprakasam P, Krause CM, Cao Y, Liu N, Lippy J, Clarke WJ, Snow K, Raybon J, Arora V, Pokross M, Kish K, Lewis HA, Langley DR, Macor JE, Dubowchik GM..  (2016)  Discovery of Isonicotinamides as Highly Selective, Brain Penetrable, and Orally Active Glycogen Synthase Kinase-3 Inhibitors.,  59  (3): [PMID:26751161] [10.1021/acs.jmedchem.5b01550]

Source

Source(1):

• Scientific Literature